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Holiday Lettings
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> Apartments and Villas in Province of Siena

Apartments in Province of Siena and Villas – Holiday Lettings - Holiday Rentals Province of Siena

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1,977 Holiday homes

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Apartment letting in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £105 / night

£521 / week

1 / 29

Montefollonico holiday apartment rental

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

“Such a gem in a magical place!” Our weeklong stay at the beginning of October was nothing short of magical. Such an incredibly serene and peaceful setting with far reaching views of the area from the Tower. Located in an intimate Tuscan village filled with history, beautiful medieval architecture and the loveliest people who went out of their way to help you. Wendy and John went above and beyond to ensure our stay was comfortable and to steer us to the must see sites, restaurants and wine tastings. The apartment was clean with all the necessary kitchen and laundry amenities, and the space was generous with two bedrooms and two bathrooms, making the layout ideal for two couples. The village had some outstanding restaurants and a well stocked grocery store. Superb location for visiting many of the top tier wine producers of Montepulciano and Montalcino. Would love to return someday.

19 reviews

from £180 / night

£1,261 / week

1 / 16

Murlo holiday villa rental

Murlo villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £90 / night

£874 / week

1 / 25

Holiday cottage in Radicofani

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from £90 / night

£546 / week

1 / 23

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £70 / night

£556 - £626 / week

1 / 16

Serre di Rapolano holiday cottage rental

Serre di Rapolano cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2
12 reviews

from £90 / night

£626 / week

1 / 24

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £90 / night

£626 / week

1 / 7

Holiday hotel apartment with shared pool in Celle sul Rigo

Celle sul Rigo hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £71 / night

£497 / week

1 / 4

Private room rental in Poggibonsi

Poggibonsi private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
28 reviews

from £55 / night

£348 / week

1 / 18

Radicofani ski apartment to rent.

Radicofani apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £70 / night

£447 / week

1 / 26

San Gimignano holiday apartment rental

San Gimignano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
8 reviews

from £142 / night

£995 / week

1 / 27

Holiday cottage in Val di Merse

Val di Merse cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Pricing unknown

1 / 13

Ski home to rent in Abbadia San Salvatore

Abbadia San Salvatore house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £129 / night

£904 / week

1 / 14

Holiday home with swimming pool in Monticchiello

Monticchiello house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

from £596 / night

£4,169 / week

1 / 20

Holiday villa in Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £329 / night

£2,300 / week

1 / 19

Home rental in Poggibonsi with swimming pool

Poggibonsi house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £771 / night

£4,703 - £5,929 / week

1 / 36

Vivo d'Orcia ski home to rent.

Vivo d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £75 / night

£521 / week

1 / 20

Condo rental in Siena

Siena condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
17 reviews

from £119 / night

£834 / week

1 / 18

Holiday home with shared pool in San Quirico d'Orcia

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £85 / night

£512 - £1,023 / week

1 / 16

Holiday home with shared pool in San Quirico d'Orcia

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £85 / night

£512 - £1,125 / week

1 / 15

Holiday home with shared pool in San Quirico d'Orcia

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £85 / night

£512 - £1,125 / week

1 / 12

Holiday home rental

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £93 / night

£563 - £1,227 / week

1 / 12

Rapolano Terme holiday home rental

Rapolano Terme house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £180 / night

£1,095 - £1,504 / week

1 / 22

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,023 - £1,790 / week

1 / 26

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,023 - £1,688 / week

1 / 27

Holiday home rental

San Quirico d'Orcia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £185 / night

£1,125 - £1,943 / week

1 / 16

Holiday apartment rental

Torre A Castello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
12 reviews

from £55 / night

£382 / week

1 / 17

Holiday home with shared pool in Rapolano Terme

Rapolano Terme house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £158 / night

£962 - £1,227 / week

1 / 19

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £129 / night

£788 - £1,279 / week

1 / 19

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £129 / night

£788 - £1,279 / week

1 / 18

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £129 / night

£788 - £1,279 / week

1 / 20

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £129 / night

£788 - £1,279 / week

1 / 20

Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £129 / night

£788 - £1,279 / week

1 / 21

Holiday home with shared pool in Casole d'Elsa

Casole d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £85 / night

£512 - £665 / week

1 / 31

Holiday home with shared pool in Casole d'Elsa

Casole d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £110 / night

£665 - £870 / week

1 / 33

Home accommodation in Chiusi with shared pool

Chiusi house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £199 / night

£1,210 - £1,754 / week

1 / 23

Farmhouse letting in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3
8 reviews

from £124 / night

£784 / week

1 / 49

Home rental in Rapolano Terme with shared pool

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £102 / night

£614 - £891 / week

1 / 20

Rapolano Terme holiday home rental

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £113 / night

£686 - £1,023 / week

1 / 17

Holiday home with shared pool in Rapolano Terme

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £113 / night

£686 - £1,023 / week

1 / 19

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Top Destination reviews

La Casina Toscana, central with parking and wi-fi
Ian

The location of the villa is fantastic. Beautiful views over the valley and a real rural feel while being walking distance to the town. The villa was very clean and comfortable. The kitchen has all everything available to cook up local pischi pasta meals. Davide and Giada are good hosts, providing clear directions for self check in and then following up with helpful advice about what to see and do in the region. … see more
Tuscany Villa with pool - Villa le Capanne holday in private villas
A magical Christmas

We have just returned from a wonderful Christmas break in this beautiful setting where we also enjoyed blue skies and sunshine every day. Le Capanne is a comfortable and cosy villa set within the most spectacular scenery. We were greeted by our hosts Gina and Franco who had left us a generous welcome pack which was perfect to get us started before we went shopping for our provisions. Gina and Franco were the perfect hosts being available but unobtrusive. Franco visited more than once a day to keep the heating fired up but we hardly knew he was there. Gina produced some delicious homemade delights for us to enjoy. All in all, we would highly recommend a stay at Le Capanne and it provides a good base for visiting other places such as Pisa, Florence and Siena. We would love to return another time. … see more
Charming Cottage in Peaceful Country Setting - Sleeps 6
Beautiful setting in Tuscan countryside near Montepulciano

We rented the main living area of this apartment with a loft bedroom upstairs. It's in a lovely setting in the Tuscan countryside surrounded by vineyards and beautiful scenery. It is so peaceful and quiet; a nice respite after a more hectic visit to Florence. Laura was an excellent host making sure we had everything we needed. The apartment was very clean and lovely inside with exposed beams in the ceiling and tastefully decorated. The patio in the back was a relaxing to sit and view the surrounding landscape. If we visit Tuscany again we will be certain to stay here again. … see more
**RATED REDUCED FOR SUMMER MONTHS* Exquisite 7 bedroom property - Private Pool
Great for our family gathering

This is a beautiful villa in Tuscany. We had a large family gathering for a week in June and it was the perfect spot for us. Exceptional Villas organised a chef to cook for us some nights and that was a great experience. True Italian food in Tuscany! The surroundings of the villa are stunning and we really got a true taste of Tuscan life. Looking forward to coming back again next year. … see more
Villa with private pool, air conditioning, quiet area & nice views 3km from town
Comfortabel and pleasant stay

Nice house on hillside with beautiful view into the valley. All bedrooms are equipped with airconditioning so your sleep is with windows closed ( no mosquitoes and comfortable temperature). We stayed during a very hot period in july but had good night rests. Almost every day in the early afternoon a breeze from the west is cooling down the house. Good wifi coverage , also down at the pool. Supermarket ( middle size COOP ) is downtown at about 10 minute drive. We had fresh tasteful tomatoes and vegetables from the garden and one evening Mr Rafaelle prepare a pizza diner for us , made by his friend and family in the pizza oven behind the garden house. What a wonderful Italian experience was that! We had easy communication through cellphone text messages. … see more
- LA CASA DEI NONNI - Only you and your family
Wonderful vacation and Excellent house

Fantastic property and beautiful garden . We were a family of 4 and stayed at this stunning villa for 14 nights. It has ample room for 4 people and the outside space is amazing (the pool is very nice with beautiful view). The owners were fantastic. we did the cooking lesson recommended by Daniella. Daniela recommended to us great places to eat and taste local products. Francis, the great man with the jeep led us to fantastic places between river and woods Would definitely recommend. Thank you Daniella Francesco and Alberto … see more

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